Wicked Summer Fun Guide

DES MOINES, IOWA - AUGUST 19: Albert the super bull, which weighs 3,042 pounds, is taken for a walk at the Iowa State Fair on August 19, 2022 in Des Moines, Iowa. The fair which attracts nearly 100,000 visitors each day, runs until August 21. (Photo by Scott Olson/Getty Images)

The official start of summer is a little over a month away, June 21. However, it’s mid May which means it’s the unofficial start of fair season in Massachusetts. We love our fairs here. Fairs mean amazing food, fun rides, games, family time and so much more. There are different types of fairs in Massachusetts as well. From sheepshearing festivals to apple blossom festivals to music festivals, we have it all here in Massachusetts. In general, the first fair of the season takes place toward the end of May and continues all the way through November. But pay attention because each fair has an extremely different theme. One may be more family friendly than another. One may have different types of food. The point is, there are certain benefits for each fair so you should definitely make sure they have what you’re looking for before you go.

Oh and we can’t forget about the food at the fair. From corn dogs, to fried oreos, to cotton candy and fried dough, these fairs will have it all. We have listed the date and location of each fair and the website as well. Make sure you check each website for directions, parking information, admission costs and more.

  • May 27-28 MA Sheep and Woolcraft Fair

    Chosen by Yankee Magazine as one of the top 20 things to do in MA. There is sheep judging, fiber workshops, auctions and more.

    General Info | Massachusetts Sheep & Woolcraft Fair

    Welcome to our fair! The Massachusetts Sheep and Woolcraft Fair began in 1974 with an idea presented at a potluck dinner at the home of Henry and Virginia Easterbrooks. The fair began as a spin off of a youth sheep judging contest. The main purpose was to have a statewide sheep show.

  • June 3 Franklin County 4-H Fair

    This fair will have a horse show and helps benefit the Mass 4H Youth Development Program which includes robotics, foods, consumer science, career exploration, community service, photography, leadership, and animal science projects.

    Massachusetts 4-H Upcoming Events

    Do you know a young person 11-18 years old that would benefit from attending a UMass 4-H Babysitters course? The cost of this online course is $35 per participant, *FREE for registered Massachusetts 4-H members & military youth. Participants will be mailed supplies. See flyer for details and dates.

  • July 12-July 16 Westport Fair

    The annual fair is held at 200 Pine Hill Road in Westport.  This fair features a carnival, farm tractor pulls, garden tractor pulls, horseshoe and corn hole tournaments, food vendors, an animal tent, craft vendors, entertainment, a car show, touch a truck and the annual chicken bbq.

    Westport Fair Committee begins planning for this year's fair

    A popular local summer event is making a return in 2023. The Westport Fair Committee has announced that they have begun the planning for this year's fair. "We are happy to let you all know that we have begun the planning for our fair for this year!!

  • July 27-July 23 Barnstable Fair

    From demolition derbys to live performances (Abba tribute band), this fair has something for everyone.

    Barnstable County Fair | Cape Cod Fairgrounds

    Enjoy the convenience of ordering your tickets online. Click on the link below and set up yourself up for another year of fun at the Barnstable County Fair.

  • July 28 Worcester County 4H Fair



    Worcester County 4-H Fair

    Center for Agriculture, Food, and the Environment

  • August 11-August 13 Bolton Fair

    Join them for the annual celebration of our heritage, culture and community, as we provide wholesome family fun, great entertainment, friendly competition and educational experiences for the whole family. The Bolton Fair is where friends, agriculture, education and creativity unite!


  • August 11, 12, 13 Middlefield Fair

    Truck pulls, horse pulls, live entertainment, petting zoos, reptiles, demonstrations, kids activities and more.

    The Middlefield Fair

    An Old-time country fair established in 1855 in Middlefield, Massachusetts

  • August 17-20 Martha's Vineyard Fair

    The fair has become an unofficial end of summer fair that features livestock, games, rides and food.

    Fair Info - The Martha's Vineyard Agricultural Society

    The fair has grown into a four day island institution. From humble origins as a single day exhibition showcasing livestock and the enterprise of everyday life, the Fair has grown into an Island institution. The token final hurrah of summer, it is the place where islanders of all ages gather to meet-and eat-in the heat.

  • August 18-27 Marshfield Fair

    The Marshfield Agricultural and Horticultural Society, sponsor of the Marshfield Fair, is dedicated to making this the premier event of Southeastern Massachusetts.  They have petting zoos, live demos, rides, butterfly exhibits and more. 

    Daily Entertainment | Agricultural Displays | Baby Chick Hatchery | Beekeeping

    These events, exhibits and activities happen daily at The Marshfield Fair! Enjoy the daily entertainment including agricultural displays, beekeeping & more.

  • Sept. 1-4 Three County Fair

    The Three County Fairgrounds is located in Northampton, Massachusetts right off Interstate 91.  From live bands, to racing pigs, to motorcycle shows the Three County Fair has it all. 


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  • Sept. 7-10 Franklin County Fair

    The 174th Franklin County Fair
    September 7-10, 2023, in Greenfield MA.  They have demolition derbys, rides, food, pet shows and more.

    Franklin County Agricultural Society

    The 2023 Exhibitor's Handbook will be available later this spring. In the meantime you can find last year's book with general information to exhibit in the Roundhouse and Youth Hall, or to enter your Horse, Cow, Chicken, Rabbit, Sheep, or Oxen at the Fair.

  • September 15-October 1 The Big E

    The Big E has become one of the biggest fairs in Massachusetts. They have rides, food, water slides and entertainment from BIG NAME artists. This year’s performers include Zedd and Third Eye Blind.

    The Big E

    The Big E is America's Premier Exposition and world's only multi-state fair, representing all six New England States, with entertainment, unique foods, competitive livestock shows, shopping, a circus and much more. September 18 - October 4, 2020.

  • Sept. 29-October 9 Topsfield Fair

    From free movies to performances to great food and animal exhibits, The Topsfield Fair has become a staple on the north shore.

    The Topsfield Fair

    Welcome to the Topsfield Fair! Prepare for endless fun, activities, rides, games, music, and events, all at the Topsfield Fair in Topsfield, MA. Enjoy delicious fair food, pet the farm animals, and don't miss the annual pumpkin competition. Purchase your tickets here!

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